Chief of Staff/Executive Assistant

This is a Full Time Job

Position: Chief of Staff/ Executive Assistant
Location: Calabasas, CA (on-site)
Relocation: Not available. Candidates must already be local.

Overview

We are seeking a highly experienced Chief of Staff / Executive Assistant to support a dynamic, multi-hyphenate principal (e.g., entrepreneur/creative/executive/investor). This is a senior-level, high-trust role for someone who thrives in fast-paced, high-performance environments and knows how to operate as an extension of the principal. You will function as both a strategic partner and operational quarterback - managing priorities, protecting time, and ensuring all moving pieces across business and personal spheres run smoothly.

Key Responsibilities
-Strategic & Operational Support
-Act as right hand to principal; translate vision into execution
-Oversee projects across multiple businesses/ventures simultaneously
-Anticipate needs, identify gaps, and solve problems before they surface
-Track goals, deadlines, and deliverables across teams
-Serve as liaison between principal and internal/external stakeholders

Executive Support
-Manage complex calendar across multiple time zones and priorities
-Coordinate travel (domestic & international), itineraries, and logistics
-Prepare briefing documents, talking points, and meeting summaries
-Gatekeep communications and manage inbox at a high level

Team & Vendor Oversight
-Interface with legal, finance, PR, production, and creative teams
-Manage household staff and personal vendors as needed
-Hold vendors and partners accountable to timelines and standards

Personal Support (as needed)
-Oversee personal scheduling and logistics seamlessly alongside business
-Handle high-level personal tasks requiring discretion and judgment

Required Experience
-Must have prior experience supporting a multi-hyphenate principal (e.g., talent + founder, creative + executive, investor + public figure, etc.)
-8+ years in senior Executive Assistant, Chief of Staff, or similar hybrid role
-Proven ability to manage both business and personal domains
-Experience in high-demand, high-visibility environments
-Exceptional discretion with confidential information

Skills & Traits
-Extremely organized with strong follow-through
-Calm under pressure; thrives in urgency without chaos
-Strategic thinker who can zoom out and execute details
-Direct communicator who can push back appropriately
-High emotional intelligence and strong professional judgment
-Tech savvy (G Suite, Slack, project management tools, etc.)
-Flexible schedule; available outside traditional hours when needed

This Role Is NOT For Someone Who
-Needs micromanagement
-Has only supported traditional corporate executives
-Is uncomfortable with fast pivots and shifting priorities
-Is looking for a 9-5 administrative job